Search Chester Villa Rentals from CA $84

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A hotel entrance with a covered parking area, handicap accessible parking, and a clear sky.

1. Holiday Inn Express Chester by IHG

Holiday Inn Express Chester by IHG
2.5 star property
Chester
8.2 out of 10, Very good, (613 reviews)
"Staff was super friendly and always available."
United States
Victoria
The price is CA $122
CA $142 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Chester by IHG
A multi-story Fairfield Inn Marriott hotel with a parking lot in front.

2. Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester
3.0 star property
Chester
8.4 out of 10, Very good, (1,002 reviews)
"The room was really nice and clean. The staff was nice and location was great and close to a lot of places to eat."
United States
Adam
The price is CA $150
CA $175 total
includes taxes & fees
Nov 30 - Dec 1
Fairfield Inn By Marriott Richmond Chester
A Hampton Inn hotel with a prominent neon sign, a covered entrance, and a landscaped front with trimmed bushes.

3. Hampton Inn by Hilton Chester South

Hampton Inn by Hilton Chester South
2.5 star property
Chester
7.8 out of 10, Good, (798 reviews)
"Clean and quiet, very friendly staff."
United States
Judith
The price is CA $123
CA $143 total
includes taxes & fees
Dec 3 - Dec 4
Hampton Inn by Hilton Chester South
A Courtyard by Marriott hotel with a covered entrance, multiple balconies, and a parking lot.

4. Courtyard by Marriott Richmond Chester

Courtyard by Marriott Richmond Chester
3.0 star property
Chester
8.4 out of 10, Very good, (584 reviews)
"The staff were extremely helpful, rooms were nice and clean. Breakfast was not included in the price of the room. That was our only complaint."
United States
Victoria
The price is CA $150
CA $175 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Richmond Chester
A modern hotel with a large parking lot and a covered entrance.

5. SpringHill Suites Chester

SpringHill Suites Chester
2.5 star property
Chester
8.8 out of 10, Excellent, (930 reviews)
"The room was very clean and the staff was really accommodating and helpful."
United States
Amaury
The price is CA $172
CA $200 total
includes taxes & fees
Dec 6 - Dec 7
SpringHill Suites Chester
Exterior

6. Hampton Inn by Hilton Richmond Chester

Hampton Inn by Hilton Richmond Chester
2.5 star property
Chester
9.6 out of 10, Exceptional, (66 reviews)
"Very lovely place to stay highly recommended"
United States
Andrea
The price is CA $165
CA $192 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn by Hilton Richmond Chester
A hotel with a covered entrance, a brick facade, and a sign with Japanese characters.

7. Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA
3.0 star property
Chester
7.6 out of 10, Good, (1,001 reviews)
"It was a nice stay."
United States
DARRON
The price is CA $111
CA $129 total
includes taxes & fees
Dec 6 - Dec 7
Country Inn & Suites by Radisson, Chester, VA
A modern hotel with multiple buildings, including a section labeled 'Home Suites by Hilton.'

8. Home2 Suites by Hilton Richmond Chester

Home2 Suites by Hilton Richmond Chester
3.0 star property
Chester
9.6 out of 10, Exceptional, (34 reviews)
"Very clean and the mattress was so comfortable, I ordered one for my home."
United States
Terry
The price is CA $246
CA $286 total
includes taxes & fees
Nov 15 - Nov 16
Home2 Suites by Hilton Richmond Chester
A multi-story hotel with a covered entrance, a parking lot, and flags.

9. Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South
2.5 star property
Chester
7.0 out of 10, Good, (1,002 reviews)
"The hotel is very clean. It’s a good place to stop."
United States
Gary
The price is CA $97
CA $113 total
includes taxes & fees
Nov 28 - Nov 29
Comfort Inn Chester - Richmond South
A multi-story hotel with a central entrance, a landscaped area with small plants, and a clear sky.

10. Quality Inn Chester - South Richmond

Quality Inn Chester - South Richmond
2.5 star property
Chester
6.6 out of 10, (918 reviews)
"Was convenient for what we needed and wasn’t hard or complicated to check in"
United States
Taja
The price is CA $111
CA $129 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Chester - South Richmond
A modern hotel with a covered entrance, multiple floors, and a parking lot.

11. Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester
3.0 star property
Chester
8.4 out of 10, Very good, (1,011 reviews)
"The room and breakfast were better than I anticipated. I will stay at this hotel again."
United States
Kim
The price is CA $166
CA $193 total
includes taxes & fees
Nov 9 - Nov 10
Hyatt Select Richmond/Chester
A hotel with a modern design, featuring a large building with multiple windows and a sign that reads "Homewood Suites by Hilton". There is a patio area with outdoor seating and a basketball court.

12. Homewood Suites by Hilton Richmond-Chester

Homewood Suites by Hilton Richmond-Chester
3.0 star property
Chester
8.2 out of 10, Very good, (469 reviews)
"great breakfast option. staff was really nice"
United States
Jie
The price is CA $192
CA $230 total
includes taxes & fees
Dec 5 - Dec 6
Homewood Suites by Hilton Richmond-Chester
A Suburban Extended Stay Hotel with a prominent sign, a parking lot, and a modern building facade.

13. Suburban Studios Chester

Suburban Studios Chester
2.0 star property
Chester
7.8 out of 10, Good, (639 reviews)
"This place is great. My go-to stay in Chester."
United States
Charles
The price is CA $94
CA $109 total
includes taxes & fees
Dec 8 - Dec 9
Suburban Studios Chester
A building with a sign reading 'OFFICE' on the roof, large windows, and a covered entrance area.

14. Budget Inn Motel

Budget Inn Motel
2.0 star property
Chester
6.4 out of 10, (24 reviews)
"Convenient location on a budget ."
United States
SANDRINE
The price is CA $85
CA $97 total
includes taxes & fees
Dec 8 - Dec 9
Budget Inn Motel
A Red Roof Inn with a red roof and a large parking lot in front.

15. Red Roof Inn Chester

Red Roof Inn Chester
2.0 star property
Chester
7.0 out of 10, Good, (948 reviews)
"Great place to stay. The room was ok for one night. We would stay here again. The location is convenient for overnight travel"
United States
Mary
The price is CA $117
CA $136 total
includes taxes & fees
Dec 1 - Dec 2
Red Roof Inn Chester
A large, multi-story hotel with a central courtyard and parking lot.

16. Residence Inn Marriott Chester

Residence Inn Marriott Chester
3.0 star property
Chester
9.0 out of 10, Wonderful, (422 reviews)
"The hot tub in particular, was a wonderful experience."
United States
Stephen
The price is CA $213
CA $248 total
includes taxes & fees
Nov 28 - Nov 29
Residence Inn Marriott Chester
A Days Inn with a covered parking area, a signboard, and a building with a green roof.

17. Days Inn by Wyndham Chester

Days Inn by Wyndham Chester
2.0 star property
Chester
5.8 out of 10, (983 reviews)
"Overall good"
United States
yunisha
The price is CA $103
CA $120 total
includes taxes & fees
Nov 22 - Nov 23
Days Inn by Wyndham Chester
A Super 8 hotel with a beige facade, multiple windows, and a black awning over the entrance.

18. Super 8 by Wyndham Chester/Richmond Area

Super 8 by Wyndham Chester/Richmond Area
2.0 star property
Chester
6.2 out of 10, (804 reviews)
"The staff is very nice"
United States
Daniella
The price is CA $84
CA $100 total
includes taxes & fees
Nov 16 - Nov 17
Super 8 by Wyndham Chester/Richmond Area
A multi-story hotel with a prominent "Candlewood Suites" sign, a parking lot with several cars, and a clear blue sky with clouds.

19. Candlewood Suites Chester Richmond by IHG

Candlewood Suites Chester Richmond by IHG
2.5 star property
Chester
9.0 out of 10, Wonderful, (140 reviews)
"Nice place"
United States
rahsaan
The price is CA $226
CA $262 total
includes taxes & fees
Nov 23 - Nov 24
Candlewood Suites Chester Richmond by IHG
A single-story house with a front porch, a small front yard, and a tree in the foreground.

20. Game Room + Yard: Updated House in Chester!

Game Room + Yard: Updated House in Chester!
3.0 star property
Chester
The price is CA $170
CA $489 total
includes taxes & fees
Nov 15 - Nov 16
Game Room + Yard: Updated House in Chester!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Chester

Stroll through the historic downtown where local shops and the 1939 train station offer a glimpse into small-town Virginia charm. Nearby Henricus Historical Park and Dutch Gap Conservation Area provide perfect spots for history buffs to explore 17th-century settlements and nature lovers to hike riverside trails.

See all hotels in Chester
An aerial view of a residential area with houses, roads, and a water tower.

Top reviews in Chester

A modern hotel with a large parking lot and a covered entrance.
SpringHill Suites Chester

SpringHill Suites Chester

SpringHill Suites Chester
Chester

10/10 Excellent

belle chambre propre pour accueillir notre famille, bon déjeuner également
Canada
sarah
Reviewed July 12, 2026
SpringHill Suites Chester

Frequently Asked Questions

Why book your villa in Chester with Expedia?

Reserving a villa in Chester is as easy as working out your travel dates and choosing the option that suits your needs. Searching for something low cost or luxurious, or a stay that also includes a pool? Use Expedia's search filters to narrow your results and find your dream fit.

How can I find cheap villas in Chester?

The simplest way to track down cheap villas in Chester is with Expedia's easy-to-use filter tool. Tailor your search results by star rating, amenities and budget to access awesome rates in only a few keystrokes.

What is there to do near my villa in Chester?

If you're ready to make the most of your time in Chester, find your way to Henricus Historical Park. It's a hit among travelers and locals alike.

Explore a world of travel with Expedia